N-octadecylpectinamide, a hydrophobic sorbent based on modification of highly methoxylated citrus pectin

Synytsya, Andriy; Čopı́ková, Jana; Marounek, M.; Mlčochová, Petra; Sihelnı́ková, Lucie; Skoblya, Sergey; Havlátová, Hana; Matějka, Pavel; Maryska, Martin; Machovič, Vladimı́r

doi:10.1016/j.carbpol.2004.01.008

Cited by 42 publications

(25 citation statements)

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“…All the samples present the characteristic asymmetric and symmetric bands of carboxylate ion (COO − ) at 1616-1611 cm −1 and near 1446 cm −1 , respectively. [11,24,28,29] The SERS selection rules indicate that the most enhanced Raman signals should correspond to those chemical groups oriented perpendicular to the metal surface. [14] In the present case the COO − moieties could be perpendicular to the surface.…”

Section: Resultsmentioning

confidence: 99%

Characterization of sodium alginate and its block fractions by surface‐enhanced Raman spectroscopy

Campos‐Vallette

Chandía

Clavijo

et al. 2010

J Raman Spectroscopy

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The surface-enhanced Raman scattering (SERS) of sodium alginates and their hetero-and homopolymeric fractions obtained from four seaweeds of the Chilean coast was studied. Alginic acid is a copolymer of β-D-mannuronic acid (M) and α-L guluronic acid (G), linked 1 → 4, forming two homopolymeric fractions (MM and GG) and a heteropolymeric fraction (MG). The SERS spectra were registered on silver colloid with the 632.8 nm line of a He-Ne laser. The SERS spectra of sodium alginate and the polyguluronate fraction present various carboxylate bands which are probably due to the coexistence of different molecular conformations. SERS allows to differentiate the hetero-and homopolymeric fractions of alginic acid by characteristic bands. In the fingerprint region, all the poly-D-mannuronate samples present a band around 946 cm −1 assigned to C-O stretching, and C-C-H and C-O-H deformation vibrations, a band at 863 cm−1 assigned to deformation vibration of β-C 1 -H group, and one at 799-788 cm −1 due to the contributions of various vibration modes. Poly-L-guluronate spectra show three characteristic bands, at 928-913 cm −1 assigned to symmetric stretching vibration of C-O-C group, at 890-889 cm −1 due to C-C-H, skeletal C-C, and C-O vibrations, and at 797 cm −1 assigned to α C 1 -H deformation vibration. The heteropolymeric fractions present two characteristic bands in the region with the more important one being an intense band at 730 cm −1 due to ring breathing vibration mode.

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Section: Resultsmentioning

confidence: 99%

Characterization of sodium alginate and its block fractions by surface‐enhanced Raman spectroscopy

Campos‐Vallette

Chandía

Clavijo

et al. 2010

J Raman Spectroscopy

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“…The amidated pectin employed was N-octadecylpectinamide with a degree of substitution of 37%, prepared by heterogeneous amino-dealkoxylation of highly methoxylated citrus pectin [11]. Microcrystalline cellulose and cholesterol were supplied by Sigma-Aldrich (Prague, Czech Republic), psyllium was provided by Dr. Popov Ltd. (Planá, Czech Republic), and the protected palm fat was supplied by Agro-Best Ltd. (Běstovice, Czech Republic).…”

Section: Methodsmentioning

confidence: 99%

Comparative effect of amidated pectin and psyllium on cholesterol homeostasis in rats

et al. 2010

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Abstract:The effects of amidated pectin and psyllium on serum, hepatic and faecal cholesterol concentration were compared in female rats fed diets supplemented with palm fat and cholesterol at 50 and 10 g/kg, respectively. Control rats were fed a diet supplemented with cellulose at 60 g/kg. In treated rats, cellulose was replaced with either amidated pectin or psyllium. Amidated pectin and psyllium intake significantly decreased serum cholesterol from 3.41 µmol/ml (control) to 1.68 and 2.04 µmol/ml, respectively, and hepatic cholesterol from 31.9 µmol/g (control) to 7.2 and 9.0 µmol/g, respectively. Histology with lipid-staining Sudan Black B revealed that liver tissue from control rats was infiltrated with lipids, but staining was absent in livers of treated rats. No hepatic pathophysiology was apparent in treated rats. Amidated pectin and psyllium intake significantly increased faecal fat content. Faecal cholesterol content was significantly increased in rats that were fed amidated pectin, and non-significantly increased in rats that were fed psyllium. Body weight and food intake did not differ among treatment groups. In conclusion, amidated pectin, a novel sequestrant of sterols, demonstrated a similar effect on rat serum and hepatic cholesterol concentration to psyllium, which is a well-established hypocholesterolaemic agent.© Versita Sp. z o.o.

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“…In a polysaccharide context, highly methylated pectin (methyl esters; DS methyl = 0.73) was treated with various alkylamines (n-butyl up to n-octadecyl) in DMF under heterogeneous conditions (8, 25, or 45 ∘ C), and the amide products were formed with DS amide = 0.4-0.55 [145][146][147].…”

Section: Amide Formationmentioning

confidence: 99%

Modication of Heterocyclic Amino Acids: Histidine and Tryptophan

2016

Chemical Modification of Biological Polymers

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This review covers methods for modifying the structures of polysaccharides. The introduction of hydrophobic, acidic, basic, or other functionality into polysaccharide structures can alter the properties of materials based on these substances. The development of chemical methods to achieve this aim is an ongoing area of research that is expected to become more important as the emphasis on using renewable starting materials and sustainable processes increases in the future. The methods covered in this review include ester and ether formation using saccharide oxygen nucleophiles, including enzymatic reactions and aspects of regioselectivity; the introduction of heteroatomic nucleophiles into polysaccharide chains; the oxidation of polysaccharides, including oxidative glycol cleavage, chemical oxidation of primary alcohols to carboxylic acids, and enzymatic oxidation of primary alcohols to aldehydes; reactions of uronic-acid-based polysaccharides; nucleophilic reactions of the amines of chitosan; and the formation of unsaturated polysaccharide derivatives.

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N-octadecylpectinamide, a hydrophobic sorbent based on modification of highly methoxylated citrus pectin

Cited by 42 publications

References 10 publications

Characterization of sodium alginate and its block fractions by surface‐enhanced Raman spectroscopy

Characterization of sodium alginate and its block fractions by surface‐enhanced Raman spectroscopy

Comparative effect of amidated pectin and psyllium on cholesterol homeostasis in rats

Modication of Heterocyclic Amino Acids: Histidine and Tryptophan

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N-octadecylpectinamide, a hydrophobic sorbent based on modification of highly methoxylated citrus pectin

Cited by 42 publications

References 10 publications

Characterization of sodium alginate and its block fractions by surface‐enhanced Raman spectroscopy

Characterization of sodium alginate and its block fractions by surface‐enhanced Raman spectroscopy

Comparative effect of amidated pectin and psyllium on cholesterol homeostasis in rats

Modication of Heterocyclic Amino Acids: Histidine and Tryptophan

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Modication of Heterocyclic Amino Acids: Histidine and Tryptophan